Direct alkylation of pyrrole with vinyl substituted aromatics: versatile precursors for the synthesis of porphyrinoid macrocycles

Autor: Juyoung Yoon, Chang-Hee Lee, Jong Seung Kim, Seung Doo Jeong, Jaeduk Yoo, Seong Jin Hong
Rok vydání: 2008
Předmět:
Zdroj: Tetrahedron Letters. 49:4138-4141
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.04.119
Popis: 5-Substituted dipyrromethane analogues ( 8 ), ( 23 ) and ( 25 ) were synthesized by the reaction of 2-vinylpyrroles, 2-vinylthiophene or 2-vinylbenzenes with excess pyrrole in the presence of Lewis acids. Accordingly, tripyrromethane analogues could be obtained by starting with 2,5-divinyl thiophene or 2,6-divinylbenzenes. The reaction usually gave moderate yields and catalyst-dependent was seen in some cases. The reaction is compatible with other reported dipyrromethane syntheses and could be applied for the construction of unusual porphyrins.
Databáze: OpenAIRE